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O1008 Sigma-Aldrich

Oleic acid

≥99% (GC)

Synonym: cis-9-Octadecenoic acid, Elainic acid

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Properties

Related Categories Allium cepa (Onion), Allium sativum (Garlic), Aloe Vera, Antioxidant and Free Radical Scavengers, Biochemicals and Reagents,
vapor pressure   1 mmHg ( 176 °C)
InChI Key   ZQPPMHVWECSIRJ-KTKRTIGZSA-N
assay   ≥99% (GC)
form   viscous liquid
refractive index   n20/D 1.459(lit.)
bp   194-195 °C/1.2 mmHg(lit.)
mp   13-14 °C(lit.)
solubility   H2O: insoluble (practically)
  alcohol: soluble
  benzene: soluble
  chloroform: soluble
  oil: soluble (fixed and volatile)
density   0.89 g/mL at 25 °C(lit.)
storage temp.   −20°C
Gene Information   human ... PRKCA(5578), PRKCB(5579), PRKCD(5580), PRKCE(5581), PRKCG(5582), PRKCH(5583), PRKCI(5584), SOAT1(6646), SOAT2(8435)

Description

Frequently Asked Questions

Frequently Asked Questions are available for this Product.

Biochem/physiol Actions

Activates protein kinase C in hepatocytes.

Uncouples oxidative phosphorylation. Inhibits 2,4-dinitrophenol−stimulated ATPase. Action reversed by adding serum albumin.

Packaging

1, 5, 25 g in ampule

Application

Oleic acid may be used in the preparation of 10-hydroxyoctadecanoic acid and methyl ester of the 10-hydroxyoctadecanoic acid.

General description

Oleic acid (OA) is a fatty acid. Its quantitative removal from the mixtures of triglyceride and partial glycerides has been reported. OA is widely used as surfactant for the stabilization of magnetic nanoparticles. Monodisperse magnetite nanoparticles (7 and 19nm) coated with OA have been prepared.

Price and Availability


The Future of Bioimaging

All labs need water
Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
1
RTECS 
RG2275000
Flash Point(F) 
>235.4 °F
Flash Point(C) 
>113 °C

Frequently Asked Questions

Which document(s) contains shelf-life or expiration date information for a given product?
If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis. These documents are located on the product detail page under Useful Links & Tools. Click on the following link to search for a Certificate of Analysis. Please click the following link to see the details on our Product Dating Information.
How do I get lot-specific information or a Certificate of Analysis?
A Certificate of Analysis is available by lot number and can be obtained through our Advanced Search Option: http://www.sigmaaldrich.com/catalog/AdvancedSearchPage.do
You describe Product O1008, Oleic acid, as a liquid in your Specification Sheet, but you do not give its concentration.
Oleic acid is a liquid at room temperature. Its molarity, calculated from its density and molecular weight (0.89 g/mL at 25 degrees C and 282.46 g/mol, respectively) is approximately 3.15 mol/L.
In what solvents can Product O1008, Oleic acid, be dissolved or diluted?
Per The Merck Index, 12th ed., Entry# 6965, oleic acid is soluble in alcohol, benzene, chloroform, ether, fixed and volatile oils, but is practically insoluble in water.
How can one determine whether Product O1008, Oleic acid, has undergone oxidation?
Sigma's oleic acid is a clear, colorless to very faint yellow viscous liquid. It is sensitive to air and light. When it becomes oxidized, it aquires a much darker yellow to brown color.
How do I find price and availability?
There are several ways to find pricing and availability for our products.  Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers. 
What is the Department of Transportation shipping information for this product?
Transportation information can be found in Section 14 of the product's (M)SDS. To access the shipping information for this material, use the link on the product detail page for the product, or search here. 
My question is not addressed here, how can I contact Technical Service for assistance?
Use the option to the right to "Ask a Question" by email of a Technical Service Scientist.
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Protocols & Articles

Articles

Chemical Synthesis of Monodisperse Magnetic Nanoparticles

Magnetic nanoparticles have attracted tremendous attention due to their novel properties and their potential applications in magnetic recording, magnetic energy storage and biomedicine.1-3 Thanks to ...
Sheng Peng, Shouheng Sun
Material Matters 2009, 4.1, 14.
Keywords: Applications, Chemical vapor deposition, Deposition, Diffusion, Magnetic resonance imaging, Magnetic resonance spectroscopy, Mass spectrometry, Methods, Microscopy, Nucleic acid annealing, Oxidations, Precipitation, Reductions, Scanning electron microscopy, Transmission electron microscopy

MSMLS Online Plate Map

Metabolite descriptors included with the software download upon purchase of the product include: Name, Parent CID, molecular formula, molecular weight, CAS, ChEBI, HMDB ID, PubChem Compound and Subst...
Keywords: Mass spectrometry, Metabolites

Related Content

Oleic Acid in Cell Culture

Importance and uses of oleic acid in serum-free eucaryotic, including hybridoma and Chinese Hamster Ovary (CHO) cell, cultures
Keywords: Cell culture, Culture media, Dehydrogenation, Peroxidations, Vitamins

Stearic Acid in Cell Culture

Importance and uses of stearic acid in serum-free eucaryotic, including hybridoma and Chinese Hamster Ovary (CHO) cell, cultures
Keywords: Cell culture, Culture media, Dehydrogenation, Lipid peroxidation, Peroxidations, Vitamins

Peer-Reviewed Papers
15

References

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